2-Furylhydroxymethylketone

Base Information

• Chemical Name: 2-Furylhydroxymethylketone
• CAS No.: 17678-19-2
• Molecular Formula: C6H6 O3
• Molecular Weight: 126.112
• Hs Code.: 2932190090
• Mol file: 17678-19-2.mol

Synonyms:Ketone,2-furyl hydroxymethyl (6CI,8CI); 1-(2-Furanyl)-2-hydroxyethanone;2-(1-Oxo-2-hydroxyethyl)furan; 2-(2'-Hydroxyacetyl)furan;2-(Hydroxyacetyl)furan; 2-Furyl hydroxymethyl ketone; Furyl hydroxymethylketone

Chemical Property of 2-Furylhydroxymethylketone

Chemical Property:

• Vapor Pressure: 0.0214mmHg at 25°C
• Melting Point: 112 °C
• Boiling Point: 239.8°Cat760mmHg
• PKA: 12.77±0.10(Predicted)
• Flash Point: 98.8°C
• PSA: 50.44000
• Density: 1.245g/cm³
• LogP: 0.45460

Purity/Quality:

98%Min ^*data from raw suppliers

FurylHydroxymethylKetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Furylhydroxymethylketone is a reagent in the preparation of 3-iodocoumarins. Also used in the preparation of quinoxalines generally used in dyes and pharmaceuticals.

Technology Process of 2-Furylhydroxymethylketone

There total 30 articles about 2-Furylhydroxymethylketone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

[2-(furan-2-yl)-2-oxoethyl] acetate (19859-79-1) → 2-(2-hydroxyacetyl)furan (17678-19-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 0.333333h;

DOI:10.1016/j.tet.2018.10.036

Reference yield: 78.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 2-(2-hydroxyacetyl)furan (17678-19-2)

Guidance literature:

With poly{[4-(hydroxy)(tosyloxy)iodo]styrene}; In water; dimethyl sulfoxide; at 20 ℃;

DOI:10.1016/j.jlumin.2005.09.015

Reference yield: 77.0%

furfural (98-01-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-(2-hydroxyacetyl)furan (17678-19-2)

Guidance literature:

With potassium phosphate buffer; thiamine diphosphate; magnesium sulfate; benzaldehyde lyase from Pseudomonas fluorescens; In dimethyl sulfoxide; at 37 ℃; pH=7.0; Enzymatic reaction;

DOI:10.1016/j.tet.2004.06.015

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

oxalic acid

1-(2-furyl)-2-bromoethanone

2-diazoacetylfuran

Downstream raw materials:

(benzoyloxy)methyl 2-furyl ketone

ethyl (2Z)-4-(2-furyl)-4-oxobut-2-enoate

ethyl (E)-4-(furan-2-yl)-4-oxobut-2-enoate

2-furan-2-yl-quinoxaline

Refernces

• 1、 KIPNIS,SOLOWAY,ORNFELT. "2-Hydroxyacetylfuran.". . p. 142 - 142. Retrieved 1948.
• 2、 Bas, Sebastian,Wozniak, Lukasz,Cygan, Judyta,Mlynarski, Jacek. "Asymmetric syn-aldol reaction of α-hydroxy ketones with tertiary amine catalysts". . p. 6917 - 6923. Retrieved 2013.
• 3、 Bodachivskyi, Iurii,Kuzhiumparambil, Unnikrishnan,Williams, D. Bradley G.. "Acid-Catalysed Conversion of Carbohydrates into Furan-Type Molecules in Zinc Chloride Hydrate". . p. 352 - 357. Retrieved 2019.
• 4、 Shaw et al.. "-". . p. 266,267,271,272. Retrieved 1967.
• 5、 Lv, Hao-Peng,Yang, Xiao-Peng,Wang, Bai-Lin,Yang, Hao-Di,Wang, Xing-Wang,Wang, Zheng. "Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties". supporting information. p. 4715 - 4720. Retrieved 2021/06/28.
• 6、 Aljahdali, Alhanouf Z.,Freedman, Seth A.,Li, Miaosheng,O'Doherty, George A.. "Asymmetric synthesis of 7-aza-phomopsolide E and its C-4 epimer". . p. 7121 - 7126. Retrieved 2018/11/10.